Potassium Carbonate → 2-[(3-Methylbutyl)oxy]-8-(methoxy)-9-(tetrahydro-2H-pyran-4-ylmethyl)-9H-Purin-6-amine

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-[(3-methylbutyl)oxy]-8-methoxy-9H-purin-6-amine trifluoroacetic acid salt (143 mg) in dry DMF (2.42 mL) was added potassium carbonate (217 mg) and the mixture was stirred at 60° C. for 90 mins. The reaction was cooled and 4-(bromomethyl)tetrahydro-2H-pyran (77 mg) was added. The reaction was stirred at 50° C. overnight and was cooled to room temperature. The mixture was taken up in EtOAc (30 mL) and extracted with water (2×15 mL). The organics were separated, dried over MgSO4 and concentrated in vacuo to give a viscous yellow oil. The crude material was purified by C18 reverse phase chromatography (ISCO) using water (0.1% formic acid)-acetonitrile (0.05% formic acid) as eluent (20-60%) to afford the title compound as a clear viscous oil (52 mg).

Provenance & Evidence